✌🏼 Free Shipping* on orders $150 | Provincial exceptions may apply

Long Weekend - extra 10% OFF

Compare (0/5)

125 products

Allbirds Men's Tree Runner in Light Grey

Allbirds Men's Tree Runner in Light Grey

From $70.00 CAD
From $70.00 CAD $140.00 CAD
Allbirds Women's Tree Runner in Kaikoura White

Allbirds Women's Tree Runner in Kaikoura White

From $70.00 CAD
From $70.00 CAD $140.00 CAD
Badgley Mischka Women's Michelle in Silver

Badgley Mischka Women's Michelle in Silver

$169.00 CAD
$169.00 CAD
Badgley Mischka Women's Rosa in Silver

Badgley Mischka Women's Rosa in Silver

$169.00 CAD
$169.00 CAD
BN3TH Men's Boxer Brief in Fly Retrostripe Navy

BN3TH Men's Boxer Brief in Fly Retrostripe Navy

$35.00 CAD
$35.00 CAD
BN3TH Men's Boxer Brief in Intersection

BN3TH Men's Boxer Brief in Intersection

$35.00 CAD
$35.00 CAD
BN3TH Men's Boxer Brief in Pine/Haze

BN3TH Men's Boxer Brief in Pine/Haze

$35.00 CAD
$35.00 CAD
Brave Leather Unisex B1010 Ivy Bracelet in Black/Silver

Brave Leather Unisex B1010 Ivy Bracelet in Black/Silver

$51.00 CAD
$51.00 CAD $85.00 CAD
Bueno Women's Eddie in Black

Bueno Women's Eddie in Black

$75.00 CAD
$75.00 CAD $150.00 CAD
Bueno Women's Eddie in Denim

Bueno Women's Eddie in Denim

$75.00 CAD
$75.00 CAD $150.00 CAD
Bueno Women's Eddie in Taupe

Bueno Women's Eddie in Taupe

$75.00 CAD
$75.00 CAD $150.00 CAD
Bueno Women's Winnie in White

Bueno Women's Winnie in White

$119.97 CAD
$119.97 CAD $199.95 CAD
Camper Women's Iman in Black

Camper Women's Iman in Black

$240.00 CAD
$240.00 CAD
Chinese Laundry Women's Taryn in Silver

Chinese Laundry Women's Taryn in Silver

$72.00 CAD
$72.00 CAD $120.00 CAD
Cole Haan Men's American Classics Penny Loafer in Sesame/Egret

Cole Haan Men's American Classics Penny Loafer in Sesame/Egret

$120.00 CAD
$120.00 CAD $200.00 CAD
Cole Haan Men's Grand Ambition Chelsea in Black

Cole Haan Men's Grand Ambition Chelsea in Black

$135.00 CAD
$135.00 CAD $270.00 CAD
Cole Haan Men's Grand Crosscourt Runox in Black

Cole Haan Men's Grand Crosscourt Runox in Black

From $90.00 CAD
From $90.00 CAD $150.00 CAD
Cole Haan Men's Grand Crosscourt Runox in British Tan

Cole Haan Men's Grand Crosscourt Runox in British Tan

$90.00 CAD
$90.00 CAD $150.00 CAD
Cole Haan Women's Flynn Strappy Sandals in Biscuit

Cole Haan Women's Flynn Strappy Sandals in Biscuit

$120.00 CAD
$120.00 CAD
David Tyler Women's E149 Oxford in Black

David Tyler Women's E149 Oxford in Black

$115.00 CAD
$115.00 CAD $230.00 CAD

About Long Weekend - extra 10% OFF

shop now

Free Shipping Options

Shipping Options

Easy 14 Day Returns

Return Policy

Trusted Retailer Since 1998

Our Story

Secure Checkout

FOLLOW US

<a href="https://www.instagram.com/heelboy/?hl=en" target="_blank" title="https://www.instagram.com/heelboy/?hl=en">@heelboy</a>

@heelboy

<a href="https://www.tiktok.com/@heelboyshoes" target="_blank" title="https://www.tiktok.com/@heelboyshoes">@heelboyshoes</a>

@heelboyshoes

Customer Service

Mon-Fri, 9am-5pm EST.

Call Us

+1 (416) 367-4335

Get in Touch

info@heelboy.com
Home Cart Products